2,5-Diketopiperazines from the Marine-Derived Fungus Aspergillus fumigatus YK-7

• Published in: Chemistry & biodiversity Vol. 9; no. 2; pp. 385 - 393
• Main Authors: Wang, Yu, Li, Zhan-Lin, Bai, Jiao, Zhang, Li-Min, Wu, Xin, Zhang, Lin, Pei, Yue-Hu, Jing, Yong-Kui, Hua, Hui-Ming
• Format: Journal Article
• Language: English
• Published: Zürich WILEY-VCH Verlag 01.02.2012; WILEY‐VCH Verlag
• Subjects: 5-diones; Antineoplastic Agents - chemistry; Antineoplastic Agents - isolation & purification; Antineoplastic Agents - pharmacology; Antiproliferative activity; Aspergillus fumigatus; Aspergillus fumigatus - chemistry; Diketopiperazines - chemistry; Diketopiperazines - isolation & purification; Diketopiperazines - pharmacology; Fungi; Humans; Magnetic Resonance Spectroscopy; Male; Marine Biology; Marine natural products; Molecular Structure; Piperazine-2; Piperazine‐2,5‐diones; Prostatic Neoplasms - drug therapy; U937 Cells - drug effects
• ISSN: 1612-1872; 1612-1880
• DOI: 10.1002/cbdv.201100061

Five new diketopiperazines, prenylcyclotryprostatin B (1), 20‐hydroxycyclotryprostatin B (2), 9‐hydroxyfumitremorgin C (3), 6‐hydroxytryprostatin B (4), and spirogliotoxin (5), were isolated from the marine‐derived fungus Aspergillus fumigatus YK‐7, along with nine known compounds, 6–14. Their structures were elucidated by spectroscopic methods, and their antiproliferative effects on human leukemic monocyte lymphoma U937 and human prostate cancer PC‐3 cell lines were assessed in vitro. Compounds 10, 12, and 13 exhibited significant cell growth‐inhibitory activities against U937 cell line, with the IC50 values of 1.8, 0.2, and 0.5 μM, respectively.